Plaid
Plaid outfits bring effortless preppy chic style to your Fall looks. Think mini skirts and skorts paired with knee-high boots, or plaid dresses layered under blazers for a polished vibe. Vests add an academic twist, while trenches pull it all together with timeless flair. Tartan patterns in brown, navy, and hunter green keep it classic yet trendy. Whether you’re dressing casual or elevated, plaid is the print that makes every outfit feel effortless and iconic.
HomePlaid

Plaid
Product Recommendations
STYLE SPOTLIGHT
Discover Jackets, Coats, & Shackets!
Capture black skirts with trendy hardware details!
Plaid Outfits: Timeless Styles for Every Winter Occasion
Discover the charm of plaid this winter with Windsor’s Plaid Outfits collection, where classic prints meet modern style. From cozy plaid dresses for family gatherings to stylish plaid jackets that add warmth and flair, this collection has everything you need to stay chic this season. Embrace the holidays with matching plaid sets or layer up with plaid shackets and scarves that bring a festive touch to any look. Try a plaid skirt set with ankle boots for a holiday party or add a plaid cardigan to your favorite jeans for a cozy weekend style. Complete your outfit with plaid print heels or a plaid scarf for the ultimate winter vibe. Shop Windsor’s Plaid Outfits collection for more ideas and make every winter occasion unforgettable!
-
Hometown Girl Plaid Crop Shacket
This layer-ready plaid shacket is essential for building your perfect fall wardrobe! The crop shacket features long sleeves with buttoned cuffs, a collar neckline, button-down closures, flap pockets, and a trendy oversized fit. Complete the look in the matching skirt.
Shop The Matching Skirt: Hometown Girl Plaid Mini Skirt
Fit & Features
- Long sleeves, buttoned cuffs
- Collar neckline, flap pockets
- Button-down closures
- Oversized fit, cropped hem
- Plaid pattern
- Brushed woven fabric, no stretch
- Fits true to size
Style Number/Barcode: 06204-1446
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Off The Grid Plaid Woven Shacket
Preppy and stylish, stay ahead of the trend and rock this plaid woven shacket featuring long sleeves with buttoned cuffs, a collar neckline, six-button down front closures, flap pockets, and an oversized silhouette. Complete the look in a basic bodysuit and skirt.
Fit & Features
- Long sleeves, buttoned cuffs, collar neckline
- Six-button down front closures
- Flap pockets
- Oversized silhouette
- Plaid houndstooth pattern
- Woven fabric, no stretch
- Fits true to size
Style Number/Barcode: 06204-1443
Category Name: Plaid
Price: $24.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Give A Twirl Linen Skater Dress
Have your twirl-worthy moment in this linen skater dress perfect for casual parties! It features three-quarter-length puff sleeves with ruffled hems, a square neckline, a babydoll-style seam, a flirty open-back with an elasticized lattice strap, and a short-length hem with a flared-out skater silhouette. Complete the look in this skater dress with strappy stiletto heels.
Fit & Features
- Three-quarter-length puff sleeves, ruffled elastic cinched hems
- Square neckline
- Babydoll style seam
- Open-back, elasticized lattice strap
- Short skater silhouette
- Plaid linen fabric, lining, no stretch
- Runs true to size
Style Number/Barcode: 05102-4717
Category Name: Plaid
Price: $5.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Keep It In Check Plaid Mini Dress
Keep your stylish look in check with this plaid knit mini dress. It features a collared V-neckline, short sleeves, and a mini-length hem with a form-hugging, bodycon silhouette. Complete the 'fit with a dainty layered necklace and booties.
Fit & Features
- Collared V-neckline
- Short fitted sleeves
- Mini-length hem, bodycon silhouette
- Plaid print
- Smooth knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-4743
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Making Moves Plaid Woven Blazer
Make major fashion moves elevating your look in this plaid woven blazer featuring long sleeves, a lapel collared neckline, double-breasted button closures, and faux slot pockets along the relaxed fit hem. Complete the look in a sultry corset top and skirt.
Fit & Features
- Long sleeves
- Lapel collared neckline
- Double-breasted button closures
- Faux slot pockets
- Relaxed fit hem
- Grid plaid pattern
- Fits true to size
Style Number/Barcode: 06204-1439
Category Name: Plaid
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Girl On The Run Plaid Crop Blazer
Arrive in style in this plaid crop blazer featuring long sleeves, shoulder pads for a structured fit, lapel collar neckline, and three front hook-eye closures, crafted on woven lined fabric. Complete the look in sleek trouser pants and heels.
Fit & Features
- Long sleeves
- Lapel collar neckline
- Three front hook-eye closures
- Cropped hem
- Buffalo plaid pattern
- Woven lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 06204-1461
Category Name: Plaid
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chill Moment Plaid Shacket
Keep it chill in a casual plaid shacket that is a must-have for every day. It features a collared neckline, long sleeves, a complete button-down front, buttoned chest pockets, and a relaxed fit. Style with a basic tank and your fave pair of denim.
Fit & Features
- Collared neckline
- Long sleeves, button details
- Button-down front
- Buttoned chest pockets, hidden side pockets
- Relaxed fit
- Plaid print, non-stretch cotton fabric
- Runs true to size
Style Number/Barcode: 06204-1434
Category Name: Plaid
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Checkin' In Plaid Crop Top
For when you can't decide what to wear. Create a laidback cute look in this plaid crop top featuring long sleeves with button cuffs, a collared neckline, a button-down front, and a split plaid pattern on woven fabric. Complete the look in denim shorts.
Fit & Features
- Long sleeves, button cuffs
- Collared neckline
- Button-down front
- Cropped hem
- Split plaid pattern
- Woven fabric
- Fits true to size
Style Number/Barcode: 06003-1840
Category Name: Plaid
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Between The Lines Paper Bag Shorts
Read between the lines...these paper bag plaid shorts are so trendy for summer! They feature a high-rise elasticized waist, belt loop accents, tie-front belt, side pockets, and a fitted short-length hem.
Fit & Features
- High-rise elasticized waist, paper bag style
- Belt loop accents, tie-front belt
- Side pockets
- Fitted short-length hem
- Pull-on/off styling
- Plaid pattern, knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06403-0231
Category Name: Plaid
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Farmer's Market Gingham Plaid Dress
Head to the farmer's market looking so cute in this gingham plaid mini dress featuring a sleeveless, v-neck, sleek bungee spaghetti straps, and a bodycon silhouette with a front slit accent. Complete the look in a crop sweater and booties.
Fit & Features
- Sleeveless, v-neck, bungee spaghetti straps
- Bodycon silhouette
- Front slit accent
- Mini-length hem
- Gingham plaid pattern
- Stretchy soft knit fabric
- Fits true to size
Style Number/Barcode: 05102-4452
Category Name: Plaid
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Totally Fab Plaid Skort
Rock a totally fab vibe with a mini skirt that channels those preppy vibes! The skort features a plaid print, a high-rise waist, a pleated body, wide leg shorts with a mini skirt overlay. The skort is composed of a lined lightweight woven fabric that offers a form hugging fit with a minimal stretch. Complete look with a crop top and lug booties!
Fit & Features
- Plaid print
- High rise waist
- Pleated
- Wide leg shorts, skirt overlay
- Lined lightweight woven fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06301-0142
Category Name: Plaid
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
That Preppy Vibe Houndstooth Blazer
Haven't you heard? That preppy vibe is so trendy this season! Create a cute look in this houndstooth plaid blazer featuring long sleeves, a collared neckline, an open-front with dual button closure, and flap pockets. Complete the look in the matching shorts.
Shop Matching Shorts: That Preppy Vibe Houndstooth Shorts
Fit & Features
- Long sleeves
- Collared neckline
- Open-front, dual button closure
- Flap pockets
- Cropped hem
- Houndstooth plaid pattern
- Woven-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1316
Category Name: Plaid
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
That Preppy Vibe Houndstooth Shorts
Haven't you heard? That preppy vibe is so trendy this season! Create a cute look in this houndstooth plaid blazer featuring long sleeves, a collared neckline, an open-front with dual button closure, and flap pockets. Complete the look in the matching shorts.
Shop Matching Blazer: That Preppy Vibe Houndstooth Blazer
Fit & Features
- High-rise waist
- Front button closure, belt loop accents
- Pleat detailing
- Form-fitting silhouette
- Houndstooth plaid pattern
- Woven-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0221
Category Name: Plaid
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Plaid On Babe Pleated Skort
Keep it chic in a plaid skort for a fab day out! The skort features a plaid print, a high-rise elastic waist, a pleated skirt overlay, and a pair of wide-leg shorts. The skort is composed of a woven fabric that offers a relaxed fit with a minimal stretch. Complete look with a bustier and sandals.
Fit & Features
- Plaid print
- Elastic high rise waist
- Pleated skirt overlay
- Wide leg shorts
- Lightweight woven fabric
- Relaxed fit, minimal stretch, runs true to size
Style Number/Barcode: 06303-0201
Category Name: Plaid
Price: $32.90
Availability: Out of Stock
Product Badge:- Clearance
-
So Chill Plaid Button-Up Tunic
Keep your everyday look effortless and chill with this relaxed-fitting tunic. It features a collared neckline, long sleeves with single buttons to cuff, a complete button-down front, and an all-over plaid print. Layer this tunic over a basic tank and denim shorts.
Fit & Features
- Collared neckline
- Long sleeves, single buttons to cuff
- Complete button-down front
- Chest pocket
- Relaxed fit
- Plaid print, woven fabric
- Runs true to size
Style Number/Barcode: 06003-1685
Category Name: Plaid
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Trendy Stunner Plaid Mini Dress
You'll be a total trendy stunner in this sultry sleeveless plaid mini dress! It features a square neckline, spaghetti straps, an open back with a strappy design, and a short, curve-hugging silhouette. Complete the look with chic mules.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open back, strappy design
- Mini-length, form-hugging fit
- Plaid print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-4205
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Gilmore Flannel Crop Shacket
A classic with a trendy update! This plaid flannel shacket features a collared neckline, two flap pockets, a multi-button down front, and a cropped hem. Complete the look in distressed jeans.
Fit & Features
- Collared neckline
- Button-cuff long sleeves
- Two flap pockets
- Multi-button down front
- Cropped hem
- Plaid pattern, Soft wool-blend fabric
- Fits true to size, No stretch
Style Number/Barcode: 06204-0940
Category Name: Plaid
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Perfectly Plaid Suspender Pants
Keep it poised in plaid! These suspender pants feature a high-rise fit, spaghetti straps, and skinny leg pants. The all-over plaid print easily mixes and matches with your favorite tops! The suspended pants are composed of a lined woven fabric that offers a form hugging fit with slight stretch stretch. Complete look with a ribbed bodysuit and lug boots.
Fit & Features
- High rise fit
- Spaghetti straps
- Plaid print
- Skinny pants
- Lined woven fabric
- Form hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06502-0948
Category Name: Plaid
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Pep It Up Plaid Mini Skirt
Pep it up in a mini skirt that shows off your classic style! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length hem. The skirt is composed of a lined lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete look with a cardigan and lug boots.
Fit & Features
- Plaid print
- High rise waist
- Mini side slit
- Mini length hem
- Lightweight woven fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06301-0125
Category Name: Plaid
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Girl On The Go Flannel Trench Coat
For the girl who's booked and busy, this flannel plaid trench coat is perfect for looking cute on the go! It features button cuff long sleeves, a collared neckline, front flap pockets with button closure, a button-down front, and a belted waist that cinches your waistline. Complete the look in trendy knee-high boots.
Fit & Features
- Button cuff long sleeves
- Collared neckline
- Front flap pockets with button closure
- Button-down front
- Belted waist
- Plaid pattern
- Fits true to size
Style Number/Barcode: 06204-0983
Category Name: Plaid
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Basic Mood Oversized Plaid Shacket
Channel a basic mood with a shacket that gives those effortlessly stylish vibes! The shacket features a plaid print, a collared neckline, a multi-button down front, two chest pockets with button closure, long sleeves with a single button cuff, and a rounded hem. The shacket is composed of an unlined wool blended fabric that offers an oversized fit with minimal stretch. Complete look with jeans and ankle booties.
Fit & Features
- Plaid print
- Collared neckline
- Multi-button down front
- Two chest pockets with button closure
- Long sleeves with single-button cuff
- Faux wool fabric
- Relaxed oversized fit, minimal stretch, runs true to size
Style Number/Barcode: 06204-1279
Category Name: Plaid
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
S'more Plaid Faux Fur Woven Shacket
Looking for some more plaid to add to your closet? This shacket makes a perfect addition! It features button-cuffed long sleeves, a collared neckline with button-down closures, flap pockets with button closures, and two side pockets, and faux fur woven-lined fabric with no stretch. Style with distressed jeans and booties.
Fit & Features
- Button-cuff long sleeves
- Collared neckline, button-down
- Flap button pockets, side pockets
- Plaid pattern, oversized fit
- Faux fur woven-lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 06204-1094
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Classic Chic Babe Plaid Mini Skirt
Hey babe! Step up your everyday style with this classic chic plaid mini skirt. It features a high-rise waist, a small side slit, and a short, form-fitting silhouette. Complete the look with a basic bodysuit and knee-high boots.
Fit & Features
- High-rise waist
- Hidden back zipper closure
- Side slit
- Mini-length, form-fitting silhouette
- Plaid print
- Faux suede woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0441
Category Name: Plaid
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Always On Point Plaid Suspender Skirt
Make sure your 'fit is always on point with this chic plaid mini skirt. It features thin suspender straps, a high waist, and a short, curve-hugging fit with a small side slit. Style this skirt with a long sleeve bodysuit and your fave pair of booties.
Fit & Features
- Thin suspender straps
- High waist
- Mini-length, form-fitting silhouette
- Side slit
- Plaid print
- Ponte knit fabric
- Runs true to size
Style Number/Barcode: 06501-0551
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance